Acetic Acid Mixture with Hydrobromic Acid → HCID 178515741, compound

A 3-necked roundbottom flask, was charged with (E)-ethyl 3-(5-amino-2-iodopyrimidin-4-yl)acrylate (120 g, 388 mmol) followed by hydrogen bromide/acetic acid (1500 ml). The resulting solution was allowed to react, with stirring, for 1.5 hours while the temperature was maintained at 40˜50° C. Upon completion, the mixture was concentrated under reduced pressure. The resulting residue was dissolved in 500 ml of methanol and the pH was adjusted to 7 by the addition of sodium bicarbonate. The resulting mixture was washed once with a solution of 46 g of NaHSO3 in 200 mL of water. The organic layer was concentrated under reduced pressure. The resulting slurry was filtered and the solids collected to afford the title compound.

1. customto react
2. temperaturewas maintained at 40˜50° C
3. concentrationUpon completion, the mixture was concentrated under reduced pressure
4. dissolutionThe resulting residue was dissolved in 500 ml of methanol
5. additionthe pH was adjusted to 7 by the addition of sodium bicarbonate
6. washThe resulting mixture was washed once with a solution of 46 g of NaHSO3 in 200 mL of water
7. concentrationThe organic layer was concentrated under reduced pressure
8. filtrationThe resulting slurry was filtered
9. customthe solids collected

ORD record

ord-0929379065494829aa1ea04b07d38cc3

Source dataset

uspto-grants-2013_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08344144B2